I think the problem with both Custom Shops is they are always looking the in rearview mirror and trying to recreate the past
I agree, but what can they do? They wanna make money, and especially the Gibson crowd (but also the Fender crowd to an extent) whinge anytime a guitar differes from its 1955 or 57 or 61 specs. Also, when they bought out the HP stuff they got endless grief. I follow Gibson stuff more than Fender, and although Gibson have done really good stuff since at least 2011 (with a weird 2015 year, it has to be said), and their 2016, 2017, 2018 and 2019 lines have many excellent guitars, they are still criticized for anything/everything they do. I know this responds to the standard line more, and CSs seem to be just for high-end profit stuff based on what the high-payers want - a 55 or 57 LP usually.
Finally, I just grab the cheapo 1987 squire, tune it STD and go. Not only did it sound better live than my stock 2016 Gibson Les Paul did through that rig, it stayed in perfect tune throughout a 3 hour session....Go figure!!!
It's gotta be the strength of that maple neck hasn't it? All my Gibson SGs have struggled with changes in weather much more than Fenders/Corts with stronger and straighter maple necks (oddly, the thinly necked SG junior is always in tune, but I suspect that due to the single bridge/tail design they took more care when gluing in the neck and that makes all the difference - maybe with the two piece bridge/tail SG/LPs they allow more tolerance because it's quicker and cheaper in the factory and can be 'ironed out' at setup.
I do prefer Gibsons to Genders, but have to admit that the vintage Fender tuners are my very favourite and the the simplicity of Tele/Strat bridges make a lot of sense (and that maple neck, while brighter, is tougher and must be better to tour with) - Leo got a lot of things right.
No matter how much money I had, there's a point from which I wouldn't spend more. In my own experience, it's the standard U.S. made guitars.
The US standards have always been the benchmark, and I suspect for good reason. I had a $1000 Japanese tele custom which I expected to be as good as a US standard, but I found the MIJ rather underwhelming...
Pricewise, I'm different from you - back in my business days I used to spend $2000 some months on champagne's for my home, so buying a CS guitar would be no biggie for me if I had the expendable cash. I don't think I'd go into the collector money, the silly money, but CS guitar money (if I had it) wouldn't be an issue for me. It's no more than choosing an aircon option or bigger wheels option on a new car... I was on the Gibson forum a while back and folks were saying that $1500 was too much for an SG Special, so I did the calculations, and the price was almost identical (slightly cheaper when you include the case) than they were in the 50s and 60s. I think our feeling about guitar prices has more to do with stagnation of wages over the last 30 years than guitars being expensive (although LP standards do appear to be f'kin expensive at $3,500

).
I haven't come across any MiM strat that was as well built and loaded (pots, pups, wiring, tuners) as a standard US one
I've seen some of the deluxe guitars looking pretty well kitted out. &, this one recently sold at my favourite Seoul guitar storeat about $1200; lacquer, case, vintage tuners, american-vintage pickups, nice bridge and neck - some Mexicans are well specc'd, but the prices are over $1000 for them; US parts.
Aren't the older ones like that said to be from a 'Golden Period' when they had higher quality parts and assembly (maybe made in Korea or Japan when the quality was very high)?